Charlie Chastity (charliechastity.tumblr.com)
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All men should know what it is to be the weak one. To be penetrated, to be fucked so deep they cum with no cock stimulation.Yes, ALL men.
Jessie's Tease
teasefantasies:
Curiosity Caged the Cock
Shh, almost done now. It’s okay. The milking machine wears you out so nicely.You won’t fight at all while I lock the cage back onto your cock.
anothersubbie: Reason enough.
sexykinkydark:
bratliketread:
Offer to stop wearing underwear if he locks it. It’ll be an easy promise to keep.Oral will become his only sexual experience. He’ll get so good you’ll find yourself NEEDING to get his tongue there & giving him easy access.
shiny-chastity-captions
dogtanion69:
You’ll do ANY thing to come home with me? You promise?Good. Because I have an idea in mind already.…have you ever had an orgasm with your cock plugged? It’s…agony.
crissyscaptions:For information regarding how to send monetary tributes, as well as all of our key holding services, please send a Tumblr message, or a KIK message (Key.Holder).
mikomi-hokina: If you haven’t seen it yet, this is the Surreal Lingerie Wallpaper set! It was shot in Madeira, in the Posto Florestal Fanal, above 1000m height (we were in the clouds basically!). This photoshoot was crazy difficult to make due to
I know I shouldn’t enjoy hurting him this much.But I do.
locked-to-serve-deactivated2020:
You see chastity as a game? Ok, but now that I have the key, it’s time to tell you that I take my games VERY seriously.
toy-for-teasing-lady: professormonkeybusiness: Good gawd. She could make a dead man hard. 😇😇😇😇😇😇
heelsandleggings:Blonde in Catsuite
blue-scorpio-rope: lock-my-clit: …yes 😣😣 🔐😍❤
Whoops. Looks like I broke him. Didn’t mean for that to happen so soon. He’d only been in chastity for…two months? Or three?Guess I mas as well leave him for three more. At this point, why not?
rtpx69originals:My chastity catch 22!
denying-thumper:Support me for more Chastity Captions!
Ungrateful of you to complain now. I did unlock you. That milking machine is going to force an orgasm from you.Yes, the penis plug is going to ensure you regret it.But I MUST use it, so that you’ll learn.
Chastity and Femdom
I just love playing games with a boy. “One more day” locked games. Fake-release games (just cleaning, or adding spikes, or a cage swap). Edges, ruins, sounds, pegging…Once a boy becomes accustomed to regular cruelty, he gets SO grateful at
I’m sorry. 😅🙃😁 I just can’t anymore. This site has just tumbled right off a cliff with its faux-morality, and now they’re trying to use sex to sell me something? The hypocrisy, yo.
A wife's guide to male chastity and cock cages
denying-thumper:Support me for custom Chastity captions or Femdom Stories!
Struggling Chastity
asian femdom
Every time I release him for an orgasm, he’s force fed his own cum. One of two things will happen.He learns to like it and it gets easier to degrade him.Or he hates it so much he learns to go longer without release.I’m happy either way.
grumpy2017-deactivated20230101:
toy-for-teasing-lady: professormonkeybusiness: I’m first in line. Anyone else? 😇😇😇😇😇
kat-katharsis:👏NORMALIZE👏BOTTOM👏BOYS👏IN👏STRAIGHT👏RELATIONSHIPS👏PLEASE👏AND👏THANK👏YOU👏
I like to tell him how long he’ll be locked. And make sure it’s a while.…then imply he’ll escape early if he can earn it.Just to see what he’ll do.The longer he’s locked the better he tries.
denile-permanente:
lifeinchastity:
How many ruins will it take to make him beg to be locked back up?
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Fantasy
![missbeylahughes: [Advertising] what should not be missing from any closet? Correctly a latex leggings. At least in my case. To a leggings you can combine EVERYTHING. Today I was in the mood for something bright and put on my new top from @latex_couture](https://40.media.tumblr.com/04756389a258e5cc5229160a610051de/19ee978c22143678-b7/s500x750/947f7c3efd87405d6b24b3007d94911a639cf06e.jpg)
